Pushing Electrons
4th Edition
ISBN:9781133951889
Author:Weeks, Daniel P.
Publisher:Weeks, Daniel P.
Chapter3: Mechanisms
Section: Chapter Questions
Problem 35EQ
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18

Alkyl Halides (X = CI, Br or I) :
CH3X
A
B
D
E
F
G
Alcohols
OH
HO
HO
CH3OH
HO
OH
AA
BB
DD
ЕЕ
FF
GG
Ketones, Aldehydes and Epoxides: Assume "then H,0" is included if a protonation step is needed
H,
Ph
Ph
Ph
J
K
M
P
Other reagents
21 SOCI2, pyridine
22 TSCI, pyridine
23 Mg, Et20
24 MeMgBr, then H20
25 EtMgBr, then H20
26 PhMgBr, then H20
27 PhCH2MgBr, then H20
1 H30* (dilute H2SO4)
11 PCC in CH2CI2
12 Na,Cr,07, H2SO4, H2O
13 BH3•THF or 9-BBN, then H2O2, NaOH
14 Hg(OAc)2, H20, then NABH4
15 O3, then Zn, HCI or DMS
16 MCPBA or CH3CO3H
17 Br2, light
2 conc. H,SO4, heat
3 NaOEt
4 t-BUOK
5 Н2, Pt
6 H2, Lindlar's catalyst
7 Na, NH3
8 LAH or xs LAH, then H2O
9 NaBH4, CH3ОН
18 HBr
19 HBr, ROOR
20 PB13
Transcribed Image Text:Alkyl Halides (X = CI, Br or I) : CH3X A B D E F G Alcohols OH HO HO CH3OH HO OH AA BB DD ЕЕ FF GG Ketones, Aldehydes and Epoxides: Assume "then H,0" is included if a protonation step is needed H, Ph Ph Ph J K M P Other reagents 21 SOCI2, pyridine 22 TSCI, pyridine 23 Mg, Et20 24 MeMgBr, then H20 25 EtMgBr, then H20 26 PhMgBr, then H20 27 PhCH2MgBr, then H20 1 H30* (dilute H2SO4) 11 PCC in CH2CI2 12 Na,Cr,07, H2SO4, H2O 13 BH3•THF or 9-BBN, then H2O2, NaOH 14 Hg(OAc)2, H20, then NABH4 15 O3, then Zn, HCI or DMS 16 MCPBA or CH3CO3H 17 Br2, light 2 conc. H,SO4, heat 3 NaOEt 4 t-BUOK 5 Н2, Pt 6 H2, Lindlar's catalyst 7 Na, NH3 8 LAH or xs LAH, then H2O 9 NaBH4, CH3ОН 18 HBr 19 HBr, ROOR 20 PB13
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